Gay Chicago, Illinois Chat Rooms
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Gay Chatters in Chicago, Illinois
MusclePapi
Chicago, Illinois, US
Hey I’m Puerto Rican and the names Luis.
Tbh this is all kinda new to me. I was married to a woman for a bit but we got divorced. I got 3 kids who are my whole world, so you gotta be cool with that. Just lookin to finally explore this side of me and see whats up.
I’m a big dude, love hiting the gym and playing hoops with the boys on weekends. Also like being outside, hiking and camping and stuff. I also really like fixing up old cars and watching wrestling on TV.
I aint the smartest guy or nothing, I dont like reading books or school stuff. Just a simple guy looking for a good time. Hit me up if you wanna chat!
Minmai
Chicago, Illinois, US
I'm a masculine light skin blkm vers btm with dreads. Feel free to shoot me a chat. Enjoy hot chat. No phone.
I'm trying to find that one cool, insane, spontaneous, caring, supportive, sexy, smart, challenging, fun, partner through the magic of social networking. It would be nice if the payoff was half the promise. So who am I...I'm a typical Leo. I crave attention. What guy doesn't? I like movies, but really prefer the sci-fi blockbusters. I'll go to a comedy or art house piece, but I prefer to rent those. (I'm all about THX sound) I enjoy my nerdentity. Love video games, lifting weights, writing, Star Trek (TOS, TNG, DSN, VOY, ENT is ehh, critical of Discovery and love Lower Decks)
MCan
Chicago, Illinois, US
hot for cock vers - luvs to get into hot chat - hit me up you won't regret it
goonstrokebro
Chicago, Illinois, US
FOR PRIDE MONTH I WANNA CYBER/ROLE PLAY WITH ALL DIFFERETN KINDS GUYS !! message me ! lets celebrate and have fun
hey i’m a gooner kid lol. definitely into being controlled, love edging, teasing, name-calling, all that dumb brain stuff. kinda just built to obey tbh
i’m looking for a master or owner type who knows how to mess with me—turn me into a good drooly toy and keep me there. but i’m also down to chill and chat too, i’m not like always in goon mode (just… a lot)
hmu if you wanna play or just be weird together
also im into trans if ur f2m not sure if thats weird to say but just throwing i tout there
don't know if this is weird either but if ur 'fat' or 'chubby' i dont care, i might even like you more especially if your into some of my kinks like brainwashing and gooning.
hit me up im very extroverted.
kinks: gooning, edging, sneakers, armpits, musk, hypno, JOI, chastity, name-calling, brain drain, dumb sub stuff, i also have a thing for masks, gags, or things that go over my head like helmets or even a bag oddly enough.
someone asked me what role plays i might be into and heres some that i came up with:
1. “Coach’s Toy”
I'm the team’s favorite dumb goon, and Coach keeps you after practice to make sure you “focus.” Lots of jockstraps, sneakers, armpits, and obedience training.
2. “Brainwashed Roommate”
I thought I was just moving in with a chill guy, but now I find myself edging constantly, drooling over his socks, and forgetting what you were doing. Again.
3. “Obedience App”
I downloaded a weird app as a joke, but now it sends me JOI instructions all day and zaps my brain when i don’t obey. Bonus: I love it.
4. “Musk Worship Ritual”
Ive been chosen for a sacred task—serving and worshipping my Master’s scent. Armpits, underwear, feet, all-day edging… enlightenment through musk.
5. “Dumb Puppy Training”
I'm the new pup in training. I get walked, teased, and praised when you behave. Lots of petplay, brain-off obedience, and “good boy” conditioning.
if you made it this far i also have some normal interests too like photography and video games so just hit me up im not mean :)
athleticbadboy2
Chicago, Illinois, US
Love to chat about spankings, physical exams, underpants/jockstraps. Triathlete here and very into sports-gear and speedos.
hardboi
Chicago, Illinois, US
Colombian boy now in Chicago
Have lived in LA and Mexico City
New account after leaving for couple of years
slowstroke
Chicago, Illinois, US
Chill, open-minded bi guy who’s more into real connection and good conversation than endless games. I’m easygoing, discreet when needed, and enjoy meeting people who are comfortable being themselves. My preference tends to lean toward other bi guys — especially married guys or dads who understand balancing life, responsibilities, and having someone you can relax and be yourself with.
I appreciate honesty, humor, confidence without ego, and people who know how to keep things drama-free.
Not looking to judge anyone’s situation — just hoping to meet genuine, like-minded guys who enjoy good company, chemistry, and seeing where things go naturally.
Boothound
Chicago, Illinois, US
sub/btm into gear, leather, boots, roles, b/d, s/m, submission, sucking cock, Fed up with the unreliability of this service with the new chat. So feel free to try me on Skype: boothound1; recon: boothound2
McVic
Chicago, Illinois, US
horny ginger living that clean life. teach yoga, love to surf on vacation
very 420 friendly, but nothing else
been bi ever since i can remember
have a gf but we dont live together. would be too difficult to get with guys if we did
FratBroBrent
Chicago, Illinois, US
Chill bi guy here, always up for some fun, ex frat. Pretty open, into masc guys mostly my age, but coaches, dads, bros are welcome too.
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